It's difficult to say as all "What If" threads usually are but had Shawn not left due to his broken back then, yeah, it's possible he would have had more title runs. However, Austin I think was always going to be the star of the Attitude Era and he drew more as champion than Shawn Michaels....so bearing that in mind, perhaps Shawn wouldn't have had as many runs with the belt as some of us may have liked (that's certainly not to say they wouldn't have put the belt on him, it's just with mega stars like The Rock and Austin breaking out, who drew huge numbers, it was obvious who the WWE would have wanted to carry their main championship). Shawn Michaels would have still remained a key player in the WWE but he may have been eclipsed somewhat by the star power brought by The Rock and Austin and whatnot...although a Rock/Michaels feud would have been amazing in my opinion. Ultimately, of course we will never know...